58336-40-6

Usage

Uses

Used in Pharmaceutical Industry:
2-[(4-oxocyclohexa-2,5-dien-1-ylidene)methyl]hydrazinecarboxamide is used as a therapeutic agent for the treatment of various types of cancer. Its antineoplastic activity is attributed to its ability to interfere with the cell cycle and induce apoptosis in cancer cells, offering a potential alternative or adjunct to conventional cancer therapies.
Used in Cancer Research:
In the field of cancer research, 2-[(4-oxocyclohexa-2,5-dien-1-ylidene)methyl]hydrazinecarboxamide serves as a valuable compound for studying the mechanisms of cancer cell growth inhibition and apoptosis induction. Further research is needed to fully understand its mechanisms of action, optimize its therapeutic potential, and evaluate its safety and potential side effects.

Upstream product

• 563-41-7 semicarbazide hydrochloride 
• 123-08-0 4-hydroxy-benzaldehyde 
• 4426-72-6 hydrazine carboxamide 

Downstream Products

• 103272-72-6 [2-(4-hydroxy-phenyl)-4-oxo-thiazolidin-3-yl]-urea 
• 1750-79-4 2-amino-5-(4'-hydroxyphenyl)-1,3,4-oxadiazole 
• 123-08-0 4-hydroxy-benzaldehyde 
• 2299-73-2 N,N-bis(4-methoxybenzylidene)hydrazine 
• 1338084-17-5 C₁₈H₁₈N₆O₅ 
• 1338083-62-7 C₁₃H₁₀N₆O₄ 
• 1338083-84-3 C₁₅H₁₃N₅O₄ 
• 1338084-41-5 C₁₃H₉N₅O₄ 

Relevant academic research and scientific papers

Synthesis and amelioration of inflammatory paw edema by novel benzophenone appended oxadiazole derivatives by exhibiting cyclooxygenase-2 antagonist activity

Ten new 2(4-hydroxy-3-benzoyl) benzamide-5-phenyl-1,3,4-oxadiazole derivatives (10a–j) were synthesized by coupling 3-benzoyl-4-hydroxybenzoic acid (5) with 2-amino-5-phenyl-1,3,4-oxadiazoles (9a–j). The structures of these compounds were confirmed by IR, 1H, 13C NMR, and mass spectra, and also by elemental analyses. The anti-inflammatory activity of the compounds 10a–j were investigated by screening them against human red blood cells (HRBC) in-vitro. The results reveal that among this series, compound 10j with hydroxy substituent, particularly at the ortho position of the phenyl ring attached to the 5th carbon atom of the oxadiazole ring possess significant membrane stabilizing activity in comparison with the control. Further, in-vivo chick chorioallantoic membrane (CAM) and rat corneal anti-angiogenesis assays were performed to assess the effect of compound 10j on endothelial cell migration. This confirmed that compound 10j inhibits the proliferation of endothelial cells. Anti-inflammatory studies detected the amelioration of carrageen induced rat hind paw edema. Further in-vivo and in-silico approaches revealed the inhibition of inflammatory marker enzyme cyclooxygenase-2 (Cox-2) and myleoperoxidase (MPO). The study reports that the compound 10j effectively act against the inflammatory mediated anti-angiogenic disorders which could be translated into a new drug in future.

P-hydroxybenzene executing semicarbazide synthesis and application in plant disease control

The invention belongs to the field of plant disease control, and discloses a synthesis method for p-hydroxybenzaldehyde semicarbazone, and an application of the p-hydroxybenzaldehyde semicarbazone in plant disease control. The new medicament p-hydroxybenzaldehyde semicarbazone is prepared through semicarbazide hydrochloride and p-hydroxy benzaldehyde. Experiments of the invention prove that the newly synthesized medicament p-hydroxybenzaldehyde semicarbazone has remarkable inhibiting effect on corresponding pathogenic bacteria of rice blast and cucumber damping-off, and particularly has the best inhibiting effect on pathogenic bacteria of rice blast. The p-hydroxybenzaldehyde semicarbazone prepared through the invention can be well applied to the control of rice blast and cucumber damping-off.

Synthesis and antitubercular activity of 2-(1H-pyrrol-1-Yl)-5- substituted-1,3,4-oxadiazoles

A series of 2-(1H-pyrrol-1-yl)-5-substituted-1,3,4-oxadiazole derivatives were prepared and evaluated for their antitubercular activity. These derivatives were synthesized by the reaction of 5-substituted-1,3,4-oxadiazol-2-amines (4a-j) with 2,5- dimethoxytetrahydrofuran in dried acetic acid. Structures of the newly synthesized compounds were confirmed on the basis of physico-chemical and spectral data. All the synthesized compounds were screened for their antitubercular activity using microplate almar blue assay (MABA) method. Compounds have shown moderate to good antitubercular activity against M. tuberculosis H37Rv microorganism.

Novel limonene and citral based 2,5-disubstituted-1,3,4-oxadiazoles: A natural product coupled approach to semicarbazones for antiepileptic activity

Two novel series of N4-(5-(2/3/4-substituted-phenyl)-1,3,4- oxadiazol-2-yl)-N1-(2-methyl-5-(prop-1-en-2-yl)cyclohex-2-enylidene) semicarbazide and N4-(5-(2/3/4-substituted-phenyl)-1,3,4-oxadiazol-2- yl)-N1-(3,7-dimethylocta-3,6-dienylidene)-semicarbazide were synthesized to meet structural prerequisite indispensable for anticonvulsant activity. The anticonvulsant activities of the compounds were investigated using maximal electroshock seizure (MES), subcutaneous pentylenetrtrazole (scPTZ) and subcutaneous strychnine (scSTY) models. The rotorod test was conducted to evaluate neurotoxicity. Some of the selected active compounds were subjected to GABA assay to confirm their mode of action. The outcome of the present investigations proved that the four binding sites pharmacophore model is vital for anticonvulsant activity. The efforts were also made to establish structure-activity relationships among test compounds.

Synthesis, Characterization and Antimicrobial Studies of Copper (II) Complexes of Semicarbazone and Thiosemicarbazone of m- Hydroxy Benzaldehyde and p-Hydroxy Benzaldehyde

We have synthesized Cu(II) complexes with m- hydroxy benzaldehyde semicarbazone (L1 =Hm-HBSC), m-hydroxy benzaldehyde thiosemicarbazone (L2= Hm-HBTSC), p- hydroxyl benzaldehyde semicarbazone (L3= Hp-HBSC) and p-hydroxybenzaldehyde thiosemicarbazone (L4= Hp-HBTSC). These complexes were characterized through elemental analysis, molecular weight, electrical conductance and magnetic susceptibilities at room temperature The observed magnetic moments of all these complexes are consistent with the presence of a single unpaired electron. On the basis of above observations the complexes were proposed to be octahedral structure. These complexes were screened for anti-bacterial and antifungal properties and have exhibited potential activity. m-hydroxybenzaldehyde, p-hydroxybenzaldehyde Semicarbazone,.

2,5-Disubstituted-1,3,4-oxadiazoles/thiadiazole as surface recognition moiety: Design and synthesis of novel hydroxamic acid based histone deacetylase inhibitors

The enzymatic inhibition of histone deacetylase activity has come out as a novel and effectual means for the treatment of cancer. Two novel series of 2-[5-(4-substitutedphenyl)-[1,3,4]-oxadiazol/thiadiazol-2-ylamino] -pyrimidine-5-carboxylic acid (tetrahydro-pyran-2-yloxy)-amides were designed and synthesized as novel hydroxamic acid based histone deacetylase inhibitors. The antiproliferative activities of the compounds were investigated in vitro using histone deacetylase inhibitory assay and MTT assay. The synthesized compounds were also tested for antitumor activity against Ehrlich ascites carcinoma cells in Swiss albino mice. The efforts were also made to establish structure-activity relationships among synthesized compounds. The results of the present studying indicates 2,5-disubstituted 1,3,4-oxadiazole/thiadiazole as promising surface recognition moiety for development of newer hydroxamic acid based histone deacetylase inhibitor.

Synthesis, antimicrobial and insecticidal activity of some 4H-1, 2, 4 triazole derivatives

1-(Substituted benzylidene) semicarbazide has been used as a precursor to synthesize some important biologically active 3- substituted phenyl, 4H-1, 2, 4 triazole derivatives. Reaction of ethanolic solution of schiff s base of substituted aromatic aldehyde 1 with ethanolic solution of FeCl 3.6H2O (1 mole FeCl3.6H2O in 10 mL ethanol) yields the 4N-1, 2, 4 triazole-3-derivative 2. Several derivatives have been synthesized and screened for their antibacterial efficacy against Bacillus subtilis, Escherichia coli, Staphyllococcus aureus and Klebsiella pneumoniae, Antifungal activity against Aspergillus flavus, Fusarium oxysporum, Aspergillus niger and Trichoderma viridae and insecticidal activity against Periplaneta americana.

Synthesis and local anesthetic activity of some novel N-[5-(4-Substituted) phenyl-1,3,4-oxadiazol-2-yl]-2-(substituted)-acetamides

A novel series of acetamides carrying substituted-1,3,4-oxadiazole moiety were synthesized from reaction of 5-aryl-2-chloroacetamido-1,3,4-oxadiazoles with different secondary amines. The local anesthetic potential of the compounds was investigated using

Chemoselective preparation of oximes, semicarbazones, and tosylhydrazones without catalyst and solvent

A simple and versatile method for the synthesis of oximes, semicarbazones, and tosylhydrazones of aldehydes in the presence of ketones without catalyst and solvent is presented.

Structural modifications of the primary amino group of anticonvulsant aryl semicarbazones

A number of aryl semicarbazones had been shown previously to possess significant anticonvulsant properties. The principal objective of the present investigation was to determine the importance of the primary amino group in this series of compounds by replacing it with other substituents. The results indicate that the amino group was not essential for anticonvulsant activity. However its replacement by an aryl ring generally abolished activity while a terminal phenylamino function was better tolerated. Thus both the size of the group and its hydrogen bonding capabilities appear to influence bioactivity. Alteration of the oxygen atom of the semicarbazones by isosteres did not enhance anticonvulsant properties.